HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 67396538, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66974416 | HCID 66974416 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67396538 | HCID 67396538 | 87% |
Reaction Steps
tert-Butyl {[5-(2-fluoropyridin-3-yl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (4.78 g) was dissolved in tetrahydrofuran (20 mL) and methanol (10 mL), 8 mol/L aqueous sodium hydroxide solution (4 mL) was added under ice-cooling. After stirring at room temperature for 4 hr, about half of the solvent was evaporated under reduced pressure, water was added to the residue and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=19:1→ethyl acetate) to give the title compound as a pale-yellow oil (yield 2.84 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933105B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-b10470cfe8714e17bcbf1fdf24b2edba |
| Source note | uspto-grants-2015_01 |